1-(2,5-Xylyl)piperazine → HCID 25030701, compound

HRID 1864450Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:15][C@@H:14]([C:16]([OH:18])=O)[N:13]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])[C:12]1=[O:26])(=[O:10])=[O:9].[CH3:27][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:29]=1[N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:15][C@@H:14]([C:16]([N:38]2[CH2:39][CH2:40][N:35]([C:29]3[CH:30]=[C:31]([CH3:34])[CH:32]=[CH:33][C:28]=3[CH3:27])[CH2:36][CH2:37]2)=[O:18])[N:13]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])[C:12]1=[O:26])(=[O:9])=[O:10]

Participants

Reactant 2

HCID 705421-(2,5-Xylyl)piperazine

HCID 67142021HCID 67142021, compound

Product 1

HCID 25030701HCID 25030701, compound

Procedure

Steps 4 and 5: In analogy to example 1, (S)-1-(2-chloro-benzenesulfonyl)-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid methyl ester was hydrolyzed using sodium hydroxide solution to give (S)-1-(2-chloro-benzenesulfonyl)-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid. Finally, (S)-1-(2-chloro-benzenesulfonyl)-3-(2-chloro-phenyl)-2-oxo-imidazolidine-4-carboxylic acid was coupled with 1-(2,5-dimethylphenyl)piperazine to give the title compound as a colorless solid. MS: 587.2 ([M+H]+)

Sources & evidence

ORD record: ord-a3960c178f534ec9b785c08170033cbb
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625902B2

Reaction notes

Loading…